18494-67-2Relevant articles and documents
One-Pot Amide Bond Formation from Aldehydes and Amines via a Photoorganocatalytic Activation of Aldehydes
Papadopoulos, Giorgos N.,Kokotos, Christoforos G.
, p. 7023 - 7028 (2016/08/30)
A mild, one-pot, and environmentally friendly synthesis of amides from aldehydes and amines is described. Initially, a photoorganocatalytic reaction of aldehydes with di-isopropyl azodicarboxylate leads to an intermediate carbonyl imide, which can react with a variety of amines to afford the desired amides. The initial visible light-mediated activation of a variety of monosubstituted or disubstituted aldehydes is usually fast, occurring in a few hours. Following the photocatalytic reaction, addition of the primary amine at room temperature or the secondary amine at elevated temperatures leads to the corresponding amide from moderate to excellent yields without epimerization. This methodology was applied in the synthesis of Moclobemide, a drug against depression and social anxiety.
AIBN-initiated metal free amidation of aldehydes using N-chloroamines
Vanjari, Rajeshwer,Guntreddi, Tirumaleswararao,Singh, Krishna Nand
supporting information, p. 351 - 356 (2014/01/06)
An efficient and environmentally benign amidation of aldehydes with N-chloroamines has been developed using AIBN as an initiator. This methodology offers a metal free and base free approach and is endowed with mild reaction conditions, high yields, and good functional group tolerance.
Iron-catalyzed amidation of aldehydes with N-chloroamines
Porcheddu, Andrea,Luca, Lidia De
, p. 2949 - 2953,5 (2012/12/13)
A new direct conversion of aldehydes to amides has been realized, in the presence of iron(III) chloride as a catalyst and using tert-butyl hydroperoxide (TBHP) as an oxidant. Both aliphatic and aromatic aldehydes were successfully reacted with variously mono- and di-substituted N-chloroamines. The methodology has a wide substrate scope, uses cheap and easily available reagents and is characterized by short reaction times. Copyright